US4714565A - Homogeneous concentrated liquid detergent compositions containing a monoester of a dicarboxylic acid - Google Patents
Homogeneous concentrated liquid detergent compositions containing a monoester of a dicarboxylic acid Download PDFInfo
- Publication number
- US4714565A US4714565A US06/856,085 US85608586A US4714565A US 4714565 A US4714565 A US 4714565A US 85608586 A US85608586 A US 85608586A US 4714565 A US4714565 A US 4714565A
- Authority
- US
- United States
- Prior art keywords
- composition
- weight
- water
- accordance
- phthalate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention relates to liquid detergent compositions which include substantial levels of nonionic surfactants and contain a monoester of a dicarboxylic acid as an hydrotrope.
- Concentrated homogeneous heavy duty liquid detergent compositions are well-known in the art, and have found commercial application.
- compositions often comprise a mixture of anionic and nonionic surfactants, and generally contain electrolytes; but it has been recognized that the presence of electrolytes in concentrated liquid detergent compositions can be detrimental to the solubility of nonionic surfactants and therefore hydrotropes and/or solvents are included in the compositions.
- Cumene and xylene sulfonates in particular are not effective in such compositions.
- Other hydrotropes or compatibilizing agents, such as water-soluble solvents, can have deleterious effects: ethanol may lead to enzyme destabilization, and polyols are less desirable in presence of perfumes.
- compositions herein in addition to stability benefits, show improved cleaning performance.
- the present invention relates to stable, homogeneous concentrated liquid detergent compositions, containing
- R 1 is an alkyl or alkylaryl-group having from 8 to 20 carbon atoms
- R 2 is a saturated or unsaturated aliphatic moiety having from 1 to 8 carbon atoms or a saturated or unsaturated cyclic moiety with the proviso that the sum of the carbon atoms in R 1 +R 2 is at least 12.
- compositions of the invention have a pH, 1% solution in water at 20° C., in the range of from 6 to 9.
- Suitable anionic synthetic surface-active agents can be selected from the group of sulfonates and sulfates.
- the like anionic surfactants can be represented by the general formula R 1 SO 3 M wherein R 1 represents a hydrocarbon group selected from the group consisting of straight or branched alkyl radicals containing from 8 to 24 carbon atoms and alkyl phenyl radicals containing from 9 to 15 carbon atoms in the alkyl group.
- M is a salt forming cation which typically is selected from the group consisting of sodium, magnesium, potassium, ammonium, monoalkanolammonium, dialkanolammonium, trialkanolammonium and mixtures thereof.
- a preferred synthetic anionic surfactant is a water-soluble salt of an alkylbenzene sulfonic acid containing from 9 to 15 carbon atoms in the alkyl group.
- Another preferred synthetic anionic surfactant is a water-soluble salt of an alkyl polyethoxylate ether sulfate wherein the alkyl group contains from 8 to 24 carbon atoms and having from 1 to 20 ethoxy groups.
- the nonionic surface-active agents are present in a level of at least 5% by weight of the total composition, preferably from 8% to 20% by weight of the total composition.
- the nonionic surfactant components contain a hydrophobic organic radical condensed with an ethylene oxide hydrophilic moiety.
- All ethoxylated nonionic surfactants which are known to be suitable for use in detergent application can be used in the compositions of this invention.
- Preferred nonionic species herein are polyethoxylates derived from primary and secondary aliphatic alcohols having from 8 to 24 carbon atoms, and having a HLB (hydrophilic-liphilic balance) in the range from 9 to 15. These preferred ethoxylates frequently contain from 2 to 14 moles of ethylene oxide per mole of hydrophobic moiety.
- the hydrocarbyl chain (hydro-phobic moiety) can be represented by linear or branched fatty alcohols.
- a preferred class of nonionic ethoxylates is represented by the condensation product of a fatty alcohol having from 12 to 15 carbon atoms and from 4 to 10 moles of ethylene oxide per mole of fatty alcohol.
- Suitable species of this class of ethoxylates include: the condensation product of C 12 -C 15 oxo-alcohols and 7 moles of ethylene oxide per mole of alcohol; the condensation product of narrow cut C 14 -C 15 oxo-alcohols and 7 or 9 moles of ethylene oxide per mole of fatty (oxo)alcohol; the condensation product of a narrow cut C 12 -C 13 fatty (oxo)alcohol and 6.5 moles of ethylene oxide per mole of fatty alcohol; and the condensation products of a C 10 -C 14 coconut fatty alcohol with a degree of ethoxylation (moles EO/mole fatty alcohol) in the range from 5 to 8.
- the fatty oxo alcohols while mainly linear can have, depending upon the processing conditions and raw material olefins, a certain degree of branching, particularly short chain such as methyl branching.
- a degree of branching in the range from 15% to 50% (weight %) is frequently found in commercial oxo-alcohols.
- Preferred nonionic ethoxylated components can also be represented by a mixture of 2 separately ethoxylated nonionic surfactants having a different degree of ethoxylation.
- the nonionic ethoxylate can be represented by mixtures of a first ethoxylated surfactant contaning from 3 to 7 moles of ethylene oxide per mole of hydrophobic moiety and a second ethoxylated species having from 8 to 14 moles of ethylene oxide per mole of hydrophobic moiety.
- anionic and nonionic surface-active agents are frequently used in a weight ratio of anionic:nonionic of from 4:1 to 1:4, preferably 2:1 to 1:2.
- the water-insoluble monoesters useful herein can be prepared by known methods from a selected class of dicarboxylic acids (or anhydrides) and alcohols.
- the said monoesters have the formula: ##STR2## wherein R 1 is an alkyl or alkylaryl group having from 8 to 20 carbon atoms; R 1 is preferably straight chain but may be branched; R 2 is a saturated or unsaturated aliphatic moiety having from 1 to 8 carbon atoms, or a saturated or unsaturated cyclic moiety. Substituents such as alkyl groups may be branched on the R 2 chain.
- the criticality of the dicarboxylic acids and alcohols useful herein is defined by the sum of the carbon atoms in R 1 +R 2 , which must be at least 12, preferably 14 to 26.
- Suitable dicarboxylic acids and/or anhydrides used to prepare the monoesters herein include malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, maleic, fumaric, phthalic, isophthalic, terephthalic, diphenic acids/anhydrides.
- suitable alcohols used to prepare said monoesters include aliphatic alcohols like octanol, nonanol decanol, undecanol, dodecanol, tridecanol tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, duodecanol, and phenol derivatives of the same alcohols.
- Most preferred monoesters for use herein include succinates, such as dodecanol succinate, phthalates such as tridecanol phthalate, tetradecanol phthalate, pentadecanol phthalate, hexadecanol phthalate, heptadecanol phthlate, octadecanol phthalate.
- phthalate herein encompasses esters obtained from phthalic, isophthalic, or terephthalic anhydrides; the monoesters described hereinabove are present at levels ranging from 2% to 50% by weight of the composition, preferably from 8% to 30% by weight.
- compositions herein contain less than 50% usually from 15% to 40% by weight of water.
- compositions are further characterized by a pH, measured in 1% by weight aqueous solution, in the range from about 6 to 9.
- compositions herein frequently contain a series of optional ingredients which are used for their known functionality in conventional quantities.
- adjunct surfactants A first example of the like optional ingredients is represented by adjunct surfactants.
- Such optional surfactants include:
- water-soluble amine oxides containing one alkyl moiety of from about 10 to 24 carbon atoms and two moieties selected from the group consisting of alkyl moieties and hydroxyalkyl moieties containing from 1 to about 3 carbon atoms.
- specific examples are: dodecyldimethylamine oxides dodecyldiethylamine oxide, tetradecyldi(hydroxyethyl)amine oxide;
- succinates are 2-dodecenylsuccinic acid, 2-tetradecenylsuccinic acid, 2-hexadecenylsuccinic acid, decyl succinic acid, dodecyl succinic acid and tetradecyl succinic acid and the water-soluble salts thereof.
- adjunct surfactants can also be represented by ampholitic surface-active agents, such as sodium 3-(dodecylamino)propionate, and sodium 3-(dodecylamino)propane-1-sulfonate, and by zwitterionic surfactants such as (N,N-dimethyl-N-hexadecylammonio)-2-hydroxypropane-1-sulfonate.
- ampholitic surface-active agents such as sodium 3-(dodecylamino)propionate, and sodium 3-(dodecylamino)propane-1-sulfonate
- zwitterionic surfactants such as (N,N-dimethyl-N-hexadecylammonio)-2-hydroxypropane-1-sulfonate.
- adjunct surfactant does not represent more than 35%, preferably 20% by weight, of the sum of essential anionic-nonionic surfactant component plus adjunct surfactant.
- optional ingredients can include fatty acids, saturated and/or unsaturated, and the corresponding soaps, water-insoluble solvents, enzymes, enzyme stabilizers, polyacids, suds regulants, brighteners, perfumes, antioxidants, dyes, antioxidants, bactericides, corrosion inhibitors, fabric-softening agents, phase regulants and the like.
- Suitable fatty acids saturated or unsaturated, have from 10 to 18 carbon atoms in the alkyl chain. Preferred are unsaturated species having from 14 to 18 carbon atoms in the alkyl chain, most preferably oleic acid.
- the corresponding soaps can equally be used.
- the optional fatty acid/soaps are used in levels up to 10% preferably from 1% to 8% by weight (of the composition).
- the fatty acids/soaps act as suds modifiers/regulants.
- Detergent enzymes generally aid and augment the removal of specific stains.
- Suitable enzymes can be represented by proteases, amylases, lipases, glucose-oxidases, cellulase, or mixtures thereof.
- Proteases and amylases are preferred in the claimed liquid concentrated compositions. They are frequently employed in a level from about 0.01% to about 1%.
- Suitable stabilizing systems include short C 1-4 chain carboxylic acid, particularly formic acid in combination with low level of calcium, boric acid and the water-soluble salts thereof possibly in combination with polyols.
- polyacid Another preferred optional ingredient is represented by a polyacid or mixture of polyacids in an amount from about 0.05% to about 2% by weight.
- Suitable polyacids are those having one pK value of at least 5.
- Preferred polyacid species for use herein can be represented by organophosphonic acids, particularly alkylene-polyaminopolyalkylene phosphonic acids such as ethylene diamine tetramethylenephosphonic acid, and diethylene triaminepentamethylenephosphonic acid or the salts thereof.
- Non-fatty acid detergent suds regulants can also be used.
- Preferred species include alkylated polysiloxanes such as dimethylpolysiloxane also frequently termed silicone.
- the silicones are frequently used in a level not exceeding 0.5%, most preferably between 0.01% to 0.2% by weight.
- Soil release polymers can also be incorporated in the compositions herein. Suitable species of such release polymers are described in U.S. patent application Ser. No. 684,511, filed Dec. 21, 1984, incorporated herein by reference.
- phase regulant is a further optional ingredient in the compositions herein.
- This component together with water can constitute the solvent matrix for the claimed concentrated liquid compositions.
- Suitable ingredient classes include lower aliphatic alcohols having from 2 to 6 carbon atoms and from 1 to 3 hydroxyl groups, ethers of diethyleneglycol and lower aliphatic monoalcohols having from 1 to 4 carbon atoms.
- Specific examples of phase regulants are: ethanol; n-propanol; isopropanol; butanol; 1,2-propanediol; 1,3-propanediol; monomethyl-, ethyl-, propyl-, and monobutyl ethers of di-ethylene glycol.
- Heavy duty concentrated liquid detergents have been prepared as follows.
- compositions contain less than 40% of water.
- Nonionic surfactant is present at a high level, and several electrolytes are included.
- Phase stability testing has resulted into a clear homogeneous stable solution for the compositions of Examples I, II, III, where dodecanol-succinic anhydride monoester salt was used as an hydrotrope.
- composition A containing a conventional hydrotrope revealed a high degree of phase instability, resulting into phase separation.
- compositions of Examples I, IV, and V have been performance tested.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8511305 | 1985-05-03 | ||
| GB858511305A GB8511305D0 (en) | 1985-05-03 | 1985-05-03 | Liquid detergent compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US4714565A true US4714565A (en) | 1987-12-22 |
Family
ID=10578614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/856,085 Expired - Lifetime US4714565A (en) | 1985-05-03 | 1986-04-25 | Homogeneous concentrated liquid detergent compositions containing a monoester of a dicarboxylic acid |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4714565A (fr) |
| EP (1) | EP0200264B1 (fr) |
| AT (1) | ATE51248T1 (fr) |
| CA (1) | CA1255183A (fr) |
| DE (1) | DE3669735D1 (fr) |
| GB (1) | GB8511305D0 (fr) |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4863628A (en) * | 1985-10-08 | 1989-09-05 | Lever Brothers Company | Detergent compositions containing fatty acid soap and monoesters of dicarboxylic acids |
| US4965009A (en) * | 1988-05-05 | 1990-10-23 | Basf Aktiengesellschaft | Aqueous acidic cleaner formulations |
| US4985177A (en) * | 1988-10-21 | 1991-01-15 | Kao Corporation | Containing a succinic acid derivative |
| US5209874A (en) * | 1989-04-26 | 1993-05-11 | Shell Oil Company | Liquid surface active compositions |
| US5264143A (en) * | 1989-02-22 | 1993-11-23 | The Procter & Gamble Company | Stabilized, bleach containing, liquid detergent compositions |
| US5496490A (en) * | 1993-09-07 | 1996-03-05 | Colgate-Palmolive Co. | Laundry detergent compositions containing lipase and soil release polymer |
| US5531910A (en) * | 1995-07-07 | 1996-07-02 | The Procter & Gamble Company | Biodegradable fabric softener compositions with improved perfume longevity |
| US5559088A (en) * | 1995-07-07 | 1996-09-24 | The Proctor & Gamble Company | Dryer-activated fabric conditioning and antistatic compositions with improved perfume longevity |
| US5562847A (en) * | 1995-11-03 | 1996-10-08 | The Procter & Gamble Company | Dryer-activated fabric conditioning and antistatic compositions with improved perfume longevity |
| US5605881A (en) * | 1993-09-03 | 1997-02-25 | Minolta Co., Ltd. | Cleaning liquid for recycling copy medium for electrophotography |
| US5612302A (en) * | 1993-01-08 | 1997-03-18 | Minolta Camera Kabushiki Kaisha | Cleaning solution for recycling recording member having toner images |
| WO1997016523A1 (fr) * | 1995-11-03 | 1997-05-09 | The Procter & Gamble Company | Parfums pour compositions lessivielles et detachantes |
| US6355830B1 (en) * | 1996-10-15 | 2002-03-12 | Mitsubishi Rayon Co., Ltd. | Process for preparation of dicarboxylic acid monoesters |
| JP2002265987A (ja) * | 2001-03-08 | 2002-09-18 | Kao Corp | 洗浄剤組成物 |
| US6576247B1 (en) | 1994-11-10 | 2003-06-10 | Kanebo Ltd. And T. Hasegawa Co. Ltd. | Sustained-release aromatic and method of detecting micro-organism by using the same |
| WO2008030312A1 (fr) | 2006-09-08 | 2008-03-13 | Millennium Specialty Chemicals, Inc. | Solutions aqueuses contenant des sels monoesters |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN163868B (fr) * | 1985-07-22 | 1988-12-03 | Lever Hindustan Ltd | |
| FR2613736A1 (fr) * | 1987-04-09 | 1988-10-14 | Sandoz Sa | Procede de lavage des matieres textiles |
| GB9408940D0 (en) * | 1994-05-05 | 1994-06-22 | Procter & Gamble | Manual dishwashing compositions |
| GB2343189B (en) * | 1998-10-27 | 2002-11-20 | Tetrosyl Ltd | Skin cleansing composition |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR772538A (fr) * | 1934-07-09 | 1934-10-31 | ||
| FR1027083A (fr) * | 1950-10-31 | 1953-05-07 | émulsifiants pour l'obtention des émulsions d'huiles minérales, leurs procédés de préparation et leurs applications | |
| DE1133061B (de) * | 1961-05-16 | 1962-07-12 | Leo Patrick Curtin | Pulverfoermiges Reinigungsmittel |
| US3816318A (en) * | 1972-06-16 | 1974-06-11 | Hentschel W | Detergent |
| US4285841A (en) * | 1979-05-16 | 1981-08-25 | The Procter & Gamble Company | Highly concentrated fatty acid containing liquid detergent compositions |
| US4446043A (en) * | 1981-09-01 | 1984-05-01 | Lever Brothers Company | Built liquid detergent compositions |
| US4507219A (en) * | 1983-08-12 | 1985-03-26 | The Proctor & Gamble Company | Stable liquid detergent compositions |
| US4559150A (en) * | 1982-08-11 | 1985-12-17 | Ciba Geigy Corporation | Stable composition for treating textile substrates |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2915948A1 (de) * | 1979-04-20 | 1980-11-06 | Henkel Kgaa | Verwendung von alkylenbernsteinsaeurederivaten zur solubilisierung von parfuemoelen in loesungen mit hohem elektrolytgehalt |
| DE3062842D1 (en) * | 1979-11-09 | 1983-05-26 | Unilever Nv | Liquid detergent composition |
-
1985
- 1985-05-03 GB GB858511305A patent/GB8511305D0/en active Pending
-
1986
- 1986-04-23 AT AT86200691T patent/ATE51248T1/de not_active IP Right Cessation
- 1986-04-23 EP EP86200691A patent/EP0200264B1/fr not_active Expired - Lifetime
- 1986-04-23 DE DE8686200691T patent/DE3669735D1/de not_active Expired - Lifetime
- 1986-04-25 US US06/856,085 patent/US4714565A/en not_active Expired - Lifetime
- 1986-05-02 CA CA000508193A patent/CA1255183A/fr not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR772538A (fr) * | 1934-07-09 | 1934-10-31 | ||
| FR1027083A (fr) * | 1950-10-31 | 1953-05-07 | émulsifiants pour l'obtention des émulsions d'huiles minérales, leurs procédés de préparation et leurs applications | |
| DE1133061B (de) * | 1961-05-16 | 1962-07-12 | Leo Patrick Curtin | Pulverfoermiges Reinigungsmittel |
| US3816318A (en) * | 1972-06-16 | 1974-06-11 | Hentschel W | Detergent |
| US4285841A (en) * | 1979-05-16 | 1981-08-25 | The Procter & Gamble Company | Highly concentrated fatty acid containing liquid detergent compositions |
| US4446043A (en) * | 1981-09-01 | 1984-05-01 | Lever Brothers Company | Built liquid detergent compositions |
| US4559150A (en) * | 1982-08-11 | 1985-12-17 | Ciba Geigy Corporation | Stable composition for treating textile substrates |
| US4507219A (en) * | 1983-08-12 | 1985-03-26 | The Proctor & Gamble Company | Stable liquid detergent compositions |
Non-Patent Citations (2)
| Title |
|---|
| Pending U.S. Patent Application Ser. No. 856,081. * |
| Pending U.S. Patent Application Ser. No. 856,086. * |
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4863628A (en) * | 1985-10-08 | 1989-09-05 | Lever Brothers Company | Detergent compositions containing fatty acid soap and monoesters of dicarboxylic acids |
| US4965009A (en) * | 1988-05-05 | 1990-10-23 | Basf Aktiengesellschaft | Aqueous acidic cleaner formulations |
| US4985177A (en) * | 1988-10-21 | 1991-01-15 | Kao Corporation | Containing a succinic acid derivative |
| US5264143A (en) * | 1989-02-22 | 1993-11-23 | The Procter & Gamble Company | Stabilized, bleach containing, liquid detergent compositions |
| US5209874A (en) * | 1989-04-26 | 1993-05-11 | Shell Oil Company | Liquid surface active compositions |
| US5612302A (en) * | 1993-01-08 | 1997-03-18 | Minolta Camera Kabushiki Kaisha | Cleaning solution for recycling recording member having toner images |
| US5605881A (en) * | 1993-09-03 | 1997-02-25 | Minolta Co., Ltd. | Cleaning liquid for recycling copy medium for electrophotography |
| US5496490A (en) * | 1993-09-07 | 1996-03-05 | Colgate-Palmolive Co. | Laundry detergent compositions containing lipase and soil release polymer |
| US6576247B1 (en) | 1994-11-10 | 2003-06-10 | Kanebo Ltd. And T. Hasegawa Co. Ltd. | Sustained-release aromatic and method of detecting micro-organism by using the same |
| US5668102A (en) * | 1995-07-07 | 1997-09-16 | The Procter & Gamble Company | Biodegradable fabric softener compositions with improved perfume longevity |
| US5559088A (en) * | 1995-07-07 | 1996-09-24 | The Proctor & Gamble Company | Dryer-activated fabric conditioning and antistatic compositions with improved perfume longevity |
| US5531910A (en) * | 1995-07-07 | 1996-07-02 | The Procter & Gamble Company | Biodegradable fabric softener compositions with improved perfume longevity |
| WO1997016523A1 (fr) * | 1995-11-03 | 1997-05-09 | The Procter & Gamble Company | Parfums pour compositions lessivielles et detachantes |
| JP3255929B2 (ja) | 1995-11-03 | 2002-02-12 | ザ、プロクター、エンド、ギャンブル、カンパニー | 洗濯およびクリーニング組成物用の香料 |
| JP3255928B2 (ja) | 1995-11-03 | 2002-02-12 | ザ、プロクター、エンド、ギャンブル、カンパニー | 改善された香料寿命を有する乾燥機活性化布帛コンディショニングおよび静電気防止組成物 |
| US5562847A (en) * | 1995-11-03 | 1996-10-08 | The Procter & Gamble Company | Dryer-activated fabric conditioning and antistatic compositions with improved perfume longevity |
| US6355830B1 (en) * | 1996-10-15 | 2002-03-12 | Mitsubishi Rayon Co., Ltd. | Process for preparation of dicarboxylic acid monoesters |
| JP2002265987A (ja) * | 2001-03-08 | 2002-09-18 | Kao Corp | 洗浄剤組成物 |
| WO2008030312A1 (fr) | 2006-09-08 | 2008-03-13 | Millennium Specialty Chemicals, Inc. | Solutions aqueuses contenant des sels monoesters |
| US20080085933A1 (en) * | 2006-09-08 | 2008-04-10 | Erman Mark B | Aqueous compositions containing monoester salts |
| CN101541298A (zh) * | 2006-09-08 | 2009-09-23 | 美礼联专用化学品公司 | 含有单酯盐的含水组合物 |
| US7652067B2 (en) | 2006-09-08 | 2010-01-26 | Millenium Specialty Chemicals, Inc. | Aqueous compositions containing monoester salts |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8511305D0 (en) | 1985-06-12 |
| ATE51248T1 (de) | 1990-04-15 |
| EP0200264A2 (fr) | 1986-11-05 |
| CA1255183A (fr) | 1989-06-06 |
| DE3669735D1 (de) | 1990-04-26 |
| EP0200264B1 (fr) | 1990-03-21 |
| EP0200264A3 (en) | 1987-08-05 |
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